Aaptamine - ≥97% , CAS No.85547-22-4

CAS: 85547-22-4 Cat. No.: A329488 Molecular Weight: 228.25
AVAILABLE TO ORDER
GRADE & PURITY ≥97%
Synonyms
8,9-Dimethoxy-1H-benzo[de][1,6]naphtyridine | DTXSID201006106 | 11,12-dimethoxy-2,6-diazatricyclo[7.3.1.05,13]trideca-1,3,5(13),7,9,11-hexaene | 1H-Benzo(de)(1,6)naphthyridine, 8,9-dimethoxy- | SCHEMBL8024280 | Aaptamine | MS-23294 | BDBM50356012 | 8,9-Di
Storage
Store at -20°C
Shipped In
Ice chest + Ice pads
 ·  off list, applied to all prices below.
Size
Status
Price
Qty
1mg
A329488-1mg
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$979.90
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Why this grade

≥97% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

Aaptamine is a spongean alkaloid that can activate the p21 promoter in the absence of p53 and can function as a proteasome inhibitor. The compound is a competitive antagonist of AR (α-adrenoreceptors) in vascular smooth muscle. Aaptamine can be converted to isoaaptamine, 9-demethylaaptamine, and 4-methylaaptamine, with some of the aaptamine derivatives, such as 9-demethylaaptamine, showing antimicrobial activities. Research suggests that aaptamine can inhibit cancer cell growth and that its cytotoxicity may be due to its ability to intercalate DNA. Aaptamine is an inhibitor of CTRL.

Specifications

Synonyms
8, 9-Dimethoxy-1H-benzo[de][1, 6]naphtyridine | DTXSID201006106 | 11, 12-dimethoxy-2, 6-diazatricyclo[7.3.1.05, 13]trideca-1, 3, 5(13), 7, 9, 11-hexaene | 1H-Benzo(de)(1, 6)naphthyridine, 8, 9-dimethoxy- | SCHEMBL8024280 | Aaptamine | MS-23294 | BDBM50356012 | 8, 9-Di
Specifications & Purity
≥97%
Storage
Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Purity
≥97%
Product Properties
pKapKa: 6.06 (Predicted)
Names and Identifiers
Canonical SmilesCOC1=C(C2=NC=CC3=C2C(=C1)C=CN3)OC
IUPAC Name11,12-dimethoxy-2,6-diazatricyclo[7.3.1.05,13]trideca-1,3,5(13),7,9,11-hexaene
InChIKeyUERYGOYPBXIFQV-UHFFFAOYSA-N
INCHI1S/C13H12N2O2/c1-16-10-7-8-3-5-14-9-4-6-15-12(11(8)9)13(10)17-2/h3-7,14H,1-2H3
Isomeric SMILES COC1=C(C2=NC=CC3=C2C(=C1)C=CN3)OC
Molecular Weight 228.25
Reaxy-Rn 26277439
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=26277439&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

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🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassDiazanaphthalenes
SubclassNaphthyridines
Intermediate Tree Nodes Not available
Direct ParentNaphthyridines
Alternative Parents Quinolines and derivatives  Isoquinolines and derivatives  Anisoles  Alkyl aryl ethers  Pyridines and derivatives  Heteroaromatic compounds  Azacyclic compounds  Organopnictogen compounds  Organonitrogen compounds  Hydrocarbon derivatives  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents Quinoline - Naphthyridine - Isoquinoline - Anisole - Alkyl aryl ether - Benzenoid - Pyridine - Heteroaromatic compound - Azacycle - Ether - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Aromatic heteropolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as naphthyridines. These are compounds containing a naphthyridine moiety, a naphthalene in which a carbon atom has been replaced by a nitrogen in each of the two rings. The naphthyridine skeleton can also be described as an assembly two fused pyridine rings, which do not share their nitrogen atom.
External Descriptors Not available
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
A498 (42825 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HL-60 (67320 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HT-29 (80576 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MCF7 (126967 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NB-4 (999 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
OVCAR-3 (48710 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SF-295 (48000 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-MEL-5 (47095 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NCI-H460 (60772 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KM-20L2 (14967 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HeLa (62764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SNCA Tchem Alpha-synuclein (10960 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EPAS1 Tclin Endothelial PAS domain-containing protein 1 (498 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Staphylococcus aureus (210822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
L5178Y (1809 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
P388 (20296 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
srtA Sortase A (641 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemical and Physical Properties
SolubilitySoluble in DMSO, and 100% ethanol.
Refractive Indexn20D1.64 (Predicted)
Boil Point(°C)420.58° C at 760 mmHg (Predicted)
Melt Point(°C)145.40° C (Predicted)
Molecular Weight228.250 g/mol
XLogP32.300
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Exact Mass228.09 Da
Monoisotopic Mass228.09 Da
Topological Polar Surface Area43.400 Ų
Heavy Atom Count17
Formal Charge0
Complexity308.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Solution Calculators
Reviews

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